The Headless Horseman is a headless equestrian specter who can be seen riding around Skyrim at night, or staying at Hamvir's Rest during the day, facing its cemetery. He will spawn randomly anywhere in the world between 10 PM and 4 AM. He will occasionally stop and let himself be examined and then continue riding. If one looks closely, it seems he is wearing steel plate armor and boots. The Horseman performs no actions, and cannot be harmed. The Headless Horseman is also not connected to any quests.

If he is followed, he will normally go to Hamvir's Rest. Once there, there will be three skeletons, and a leveled Draugr to fight, as well as a master-level chest, some random items and nightshade to collect. If Hamvir's Rest is fast-traveled to during the daytime, the Headless Horseman can be seen there. He will stand at the entrance of the cemetery and will not move until the Dragonborn gets out of his sight.